4-Methoxybenzenesulfonyl chloride → (trans)-2-(4-Methoxybenzenesulfonyl)aminocyclohexanecarboxylic acid

Participants

Reaction Conditions

Reaction Steps

To a room temperature solution of 1 g (6.8 mmol) of trans-2-amino-1-cyclohexylcarboxylic acid in 50 ml of dioxane: H2O (1:1) containing 1.7 ml (12.2 mmol) of triethylamine was added 1.54 g (7.46 mmol) of 4-methoxybenzenesulfonyl chloride. The mixture was stirred at 25° C. for 18 h. The resulting mixture was diluted with pentane to afford 1.119 g (51%) of the desired sulfonamide product as a white solid. 1H NMR(DMSO-d6): 7.7 ppm (dd, 2H, Ar), 7.4 ppm (d, 1H, NH), 7.0 ppm (dd, 2H, Ar), 3.8 ppm (s, 3H, OMe), 3.5 ppm (m, 1H, N—CH), 1.0-1.7 ppm (m, 9H, hydrocarbon).

Provenance & Evidence